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121 Carolina Rose Court, Winston-Salem
$409,000
3 Beds ⋅ 3 Baths ⋅ 1240020 MLS
Welcome to Rosewood Place, a new 60-lot community with sidewalks, streetlights, and a central gathering space where neighbors can connect and unwind. Designed for mostly single-level living, this home features two main-floor bedrooms, including a spacious primary suite with a large walk-in closet and a spa-inspired bath with a double vanity and tiled shower. The bright, open kitchen, featuring upgraded cabinetry in a sand-colored finish, flows into the dining area, and great room with fireplace offer an inviting setting for daily life and entertaining. A fenced backyard accessible from the great room provides a private retreat for family and pets. Upstairs, a third bedroom or bonus room with a full bath adds flexibility, while a laundry room with a sink provides extra convenience. Close to shopping, both hospitals, and major highways, Rosewood Place combines modern comfort with a welcoming neighborhood atmosphere.

121 Carolina Rose Court, Winston-Salem

Listing courtesy of Leonard Ryden Burr Real Estate. Contact:

5840 Brookway Drive, Winston-Salem
$335,000
3 Beds ⋅ 3 Baths ⋅ 1240572 MLS
Experience the perfect blend of peaceful surroundings and city convenience in this beautifully designed 3-bedroom, 3-bathroom home overlooking the golf course. Thoughtfully arranged living spaces and exceptional storage solutions offer both functionality and comfort, with a place for everything. The expansive bonus/recreation room provides incredible versatility, ideal for a private retreat, home fitness studio, or entertainment space. The true highlight of this home is the stunning sunroom, where picturesque golf course views and breathtaking sunsets create an unforgettable setting. Imagine unwinding by the warmth of the fire as the sun sets over the fairways. Offering generous living spaces, beautiful views, and an inviting atmosphere, this home delivers a wonderful balance of comfort, elegance, and everyday convenience.

5840 Brookway Drive, Winston-Salem

Listing courtesy of Berkshire Hathaway HomeServices Carolinas Realty. Contact:

901 Chalet Drive, Winston-Salem
$215,000
3 Beds ⋅ 2 Baths ⋅ 1239579 MLS
Discover the potential at 901 Chalet Drive! This one-owner home sits on a spacious 0.46-acre lot in Kings Court in Winston-Salem, offering 3 bedrooms, 1 full bath, 1 half bath, and over 1,400 square feet of living space. Fresh paint and new carpet add a refreshed feel, while the screened deck provides a great spot to enjoy the outdoors. The fully fenced backyard offers space to relax, play, or entertain. Enjoy the convenience of upper and lower paved driveways, with the lower driveway leading to the garage door, plus a carport for additional covered parking. With a generous lot and versatile parking options, this property offers plenty of potential. Conveniently located near shopping, dining, and everyday amenities. Owner is a licensed real estate agent.

901 Chalet Drive, Winston-Salem

Listing courtesy of Howard Hanna Allen Tate Oak Ridge - Highway 68 N. Contact:

451 S Hawthorne Road, Winston-Salem
$649,000
4 Beds ⋅ 4 Baths ⋅ 1240507 MLS
Experience the perfect blend of character & modern updates in this charming 1925 home located in the heart of Ardmore. Over 2,400 sq.ft. in an unusually bright Craftsman Bungalow w/lots of windows! This property offers a classic, rocking-chair front porch & partially fenced yard. Beautifully detailed rooms w/wood & tile flooring. Living room with extensive built-ins, formal dining room, large great room & a cozy kitchen complete w/butler's pantry/bfast room, wine fridge, & solid surface countertops. Main-level primary with ensuite bathroom with soaking tub, separate shower, double sinks, & heated floors. Upper-level offers 3 generously sized bedrooms—all with walk-in closets—including a suite with its own private full bath. Trex deck, fully fenced front yard, with gated driveway leading to a two-car garage with ample extra parking. This is your Ardmore Gem with all the charm and modern updates! See Supplemental for Additional Information and historic information on Haizlip House.

451 S Hawthorne Road, Winston-Salem

Listing courtesy of Village Realty. Contact:

815 Northchester Lane, Winston-Salem
$269,900
3 Beds ⋅ 2 Baths ⋅ 1240320 MLS
Newly renovated and move-in ready, this welcoming Cape Cod offers a sun-filled living room with a wood-burning fireplace. The updated kitchen features freshly painted cabinets, granite countertops, new fixtures, modern hardware, and all-new appliances. The eat-in kitchen opens to a refreshed deck for outdoor entertaining. The main-level primary suite offers two closets and a renovated bath with a custom dual vanity and granite countertop. Upstairs are two bedrooms and an updated bath. The finished walk-out basement spans the length of the home, offering space for movie nights, games, or a workspace. Updates include all-new windows, LVP flooring on the main level, new carpet upstairs, and fresh paint throughout. Enjoy a large, flat backyard and a storage shed. With no through traffic, low property taxes, and no HOA dues, this home is ready for its next chapter! A spacious layout and inviting outdoor spaces provide plenty of room to relax, entertain, and enjoy daily living at home.

815 Northchester Lane, Winston-Salem

Listing courtesy of Leonard Ryden Burr Real Estate. Contact:

1220 Ashburton Lane, Winston-Salem
$1,050,000
4 Beds ⋅ 4 Baths ⋅ 1240461 MLS
This exceptionally well-maintained home is situated in a premier location nestled among SECCA, Reynolda Village, Graylyn and Wake Forest University. The main level features a large primary suite with over-sized walk-in closets, jetted tub, separate shower and double vanities. There are two additional bedrooms on the main level, each with private bath. The thoughtfully designed kitchen with quartz countertops and generous pantry opens into great room with built-ins and fireplace. Additional highlights include a convenient main floor laundry room. Light-filled living room with French doors leads onto the spacious patio and covered deck overlooking a stunning, private back yard. Enjoy hosting friends and family by the beautiful pool installed in 2016. Updates include basement playroom/den plus large guestroom and newly insulated storage. Two-car attached garage. Schedule your private showing today!

1220 Ashburton Lane, Winston-Salem

Listing courtesy of Berkshire Hathaway HomeServices Carolinas Realty. Contact:

5768 Windworth Drive, Winston-Salem
$299,000
3 Beds ⋅ 2 Baths ⋅ 1240136 MLS
Great Opportunity for one-level living. This property features 3 bedrooms, 2 full baths, large living room with vaulted ceiling, and cast iron wood burning stove with brick accent wall. Large kitchen has fabulous pantry storage, tile backsplash, double sink, solid surface counters, and loaded with cabinets. Convenient laundry / mud room, Dining Room opens to rear deck. Split bedroom plan with Primary suite having direct access to deck. 2 additional bedrooms and full bath. Fenced rear yard, nice 16x16 storage building with electricity. 2-car attached garage. Firepit area and abundant flowering plants. Corner lot. This is a well maintained property in move in ready condition in a convenient area!

5768 Windworth Drive, Winston-Salem

Listing courtesy of Village Realty. Contact:

1981 Ernsford Drive, Winston-Salem
$485,000
4 Beds ⋅ 4 Baths ⋅ 1239299 MLS
Beautiful 4-bedroom, 3.5-bath home featuring hardwood floors throughout the main level, solid surface countertops, a convenient laundry room, and two-zone heating and air. The updated primary bathroom offers a relaxing retreat with a soaking tub and separate tile shower. The partially finished basement adds valuable living space with a playroom and a full bathroom featuring heated floors, making it ideal for recreation, guests, a home office, or hobbies. The outdoor living space is highlighted by a deck and pergola with pull-down shades, creating an inviting spot for entertaining, outdoor dining, or simply unwinding at the end of the day. An irrigation system helps keep the lawn and landscaping looking their best. With multiple gathering spaces, a 2-car garage, thoughtful upgrades, and inviting indoor and outdoor living areas, this home offers the perfect balance of comfort, functionality, and everyday livability.

1981 Ernsford Drive, Winston-Salem

Listing courtesy of Ogburn Properties. Contact:

446 Granville Drive, Winston-Salem
$319,500
2 Beds ⋅ 2 Baths ⋅ 1239896 MLS
Perched on high ground in the West Salem historic district w/100 foot wide private corner lot & driveway from Bank St, this Victorian style cottage has enduring warmth. Add your touch to enhance the charm of the high bead board ceilings(uncovered by the present owner), beautiful fireplace mantels w/original tile, and the vintage kitchen w/updated tiled counters. Original wood floors in most rooms (uncovered and refinished by the owner). The primary bedroom has a walk in closet and an updated en-suite tiled bath. The large second bedroom features a fireplace and has an attached office with a tile floor(good potential for a bath). Over the years the seller has made improvements to mechanicals, structure, roof, flooring and exterior paint(2025). Good op for a garage/ADU with the extra wide lot. Super location near downtown, colleges, Old Salem, parks, greenway, and some of the best eateries in town.

446 Granville Drive, Winston-Salem

Listing courtesy of Leonard Ryden Burr Real Estate. Contact:

1235 Thornhill Lane, Winston-Salem
$600,000
3 Beds ⋅ 2 Baths ⋅ 1239614 MLS
Classic brick construction, timeless hardwood floors, and exceptional convenience come together at 1235 Thornhill Lane. This thoughtfully maintained home offers comfortable main-level living with three bedrooms and two full baths, complemented by fresh paint and multiple gathering spaces designed for today's lifestyle. Inside, you'll find a welcoming living room, cozy den, formal dining room, and a functional kitchen, creating an ideal balance of everyday comfort and entertaining space. An additional finished upper level bonus area provides versatility for a home office, playroom, fitness space, or hobby room. The upper-level bonus room was completed a long time ago without permits on file. The seller has invested in a pre-listing inspection and completed a number of recommended repairs, offering added peace of mind for prospective buyers. Ideally situated near shopping and dining. HOA dues currently $2,200 annually but in 2027 will go to $2,700.

1235 Thornhill Lane, Winston-Salem

Listing courtesy of Leonard Ryden Burr Real Estate. Contact:

1516 Jonestown Road, Winston-Salem
$350,000
3 Beds ⋅ 2 Baths ⋅ 1239585 MLS
Well-maintained all-brick, one-level home on over an acre! Ideally situated on a level corner lot, this property offers a wonderful combination of space, updates, and convenience to major highways, shopping, and downtown. The inviting interior features hardwood floors, an open kitchen with granite countertops, and a spacious great room and dining area anchored by a beautiful stone fireplace with gas logs. Three generously sized bedrooms, two full baths, and a large laundry area provide comfortable main-level living. Enjoy the convenience of a main-level one-car garage plus an additional garage in the full, unfinished basement, offering endless possibilities for storage, workshop space, or future expansion. A detached outbuilding adds even more versatility for hobbies, projects, or extra storage. If you’ve been searching for a solid brick home with room to grow and make your own, this one is a must-see! SEE AGENT REMARKS.

1516 Jonestown Road, Winston-Salem

Listing courtesy of Berkshire Hathaway HomeServices Carolinas Realty. Contact:

2336 Kaywood Lane, Winston-Salem
$275,000
3 Beds ⋅ 2 Baths ⋅ 1239174 MLS
Charming One-Level Brick Ranch with Endless Possibilities! Welcome home to this delightful brick ranch offering comfortable one-level living and plenty of charm! The inviting living area features a cozy fireplace with gas logs, perfect for those chilly evenings and a great alternative heat source during power outages. The basement offers wonderful possibilities for future expansion, additional living space, or storage. Step outside onto the spacious extended deck, ideal for entertaining family and friends, grilling, or simply relaxing. Enjoy the fenced backyard, complete with a storage shed for your outdoor essentials. Conveniently located near shopping, restaurants, and both major hospitals in Winston-Salem. New windows and roof are less than 5 years old and comes with a warranty. Don't miss the opportunity to make this charming home your own!

2336 Kaywood Lane, Winston-Salem

Listing courtesy of Express Home Realty. Contact:

4528 Brassfield Drive, Winston-Salem
$277,500
3 Beds ⋅ 3 Baths ⋅ 1238814 MLS
Open House 11/1 2-4p. SELLER OFFERING $2500 IN CLOSING COSTS! Enjoy the space & convenience of this inviting end-unit townhome in Northern Quarters! The main level features a spacious primary suite with walk-in shower, half bath, and comfortable living & dining area. The kitchen offers plenty of storage having many cabinets plus two closets for pantry items & appliances. Upstairs, you'll find two generously sized bedrooms with large closets, a full bath, & a versatile loft overlooking the living room—ideal for a reading nook, home office, or flex space. Enjoy the added privacy of an end unit, along with a screened porch for relaxing outdoors and a one-car garage. With 3 bedrooms, 2.5 baths, and a thoughtfully designed layout, this home offers room to spread out in a convenient location close to shopping, major highways, & everyday essentials.

4528 Brassfield Drive, Winston-Salem

Listing courtesy of Leonard Ryden Burr Real Estate. Contact:

5299 Jacobs Way, Winston-Salem
$449,900
3 Beds ⋅ 2 Baths ⋅ 1238807 MLS
First time offering for sale since custom construction in 2005! Wonderfully maintained, move-in ready one-level home w/ bonus room in the desirable, convenient Prestwick neighborhood. Thoughtfully designed with an easy-flowing floor plan, generously sized rooms, upgraded kitchen cabinetry w/ granite countertops. The spacious primary suite offers a relaxing retreat with dual vanities, separate soaking tub/shower, and two large walk-in closets. Split-bedroom design provides excellent privacy for family and guests. Versatile room just off the kitchen can serve as a formal dining room, sunroom, or flexible living space. The inviting great room features a vaulted ceiling and gas fireplace, creating a warm and welcoming gathering space. The covered porch is perfect for entertaining or relaxing while overlooking the spacious backyard. New roof Spring 2026 and new carpet on the main level September 2026. A beautifully cared-for home ready for its next chapter! See Agent Only.

5299 Jacobs Way, Winston-Salem

Listing courtesy of Berkshire Hathaway HomeServices Carolinas Realty. Contact:

1609 Normandy Lane, Winston-Salem
$220,000
3 Beds ⋅ 2 Baths ⋅ 1237626 MLS
Charming 3-bedroom, 1.5-bath ranch nestled on a hill in a quiet cul-de-sac in the Sandersted neighborhood. Enjoy a level backyard surrounded by mature trees, creating a peaceful, park-like setting with abundant wildlife. The gently sloping front yard features a beautiful flowering tree, while the carport offers space for a garden porch. Inside, the home features real pine floors, recessed living room lighting, and a picture window that fills the space with natural light. The dining area features a cozy fireplace, and the kitchen offers ample counter space. A convenient built-in laundry cupboard adds functionality. The full basement provides abundant storage, laundry facilities, multiple flexible-use rooms, a second fireplace, and direct patio access for outdoor enjoyment. With a practical layout, generous space, and easy access to nearby shopping, dining, and major roads, this home offers a wonderful opportunity in Winston-Salem.

1609 Normandy Lane, Winston-Salem

Listing courtesy of Keller Williams Realty. Contact:

2420 Kingsgate Drive, Winston-Salem
$280,000
3 Beds ⋅ 3 Baths ⋅ 1238372 MLS
Spacious Brick Ranch with Basement & Endless Possibilities! Situated on a corner lot in Winston-Salem, this spacious one-level brick ranch offers room to spread out and make it your own! Inside, you'll find a generous family room, formal dining room, sunroom, and two fireplaces that add warmth and character. The primary suite features a walk-in closet and a private bath complete with a jetted tub and separate walk-in shower. The basement expands your living space with a den, half bath, basement garage, and unfinished utility area offering plenty of storage and endless possibilities for future use. With 2.5 bathrooms, multiple living areas, and a versatile floor plan, this home offers an abundance of space both upstairs and down. Don't miss the opportunity to make 2420 Kingsgate your next home!

2420 Kingsgate Drive, Winston-Salem

Listing courtesy of Price REALTORS - Archdale. Contact:

2775 Monarch Way, Winston-Salem
$580,070
4 Beds ⋅ 4 Baths ⋅ 1238349 MLS
The phenomenal Preston floorplan is presented by Isenhour Homes with the quality and attention to detail you have grown to expect from Isenhour Homes.  This two-story, 4 bedroom, 3.5 bath home is ideal for a growing family.  Presently under construction, this home features an open concept with a fabulous main level primary suite with dual sinks, walk-in shower and large closet. The greatroom features a gas log fireplace & is open to the kitchen with beautiful island, gas range, quartz counters & walk-in pantry. A study, powder room and laundry with drop zone completes the main level. Upstairs find 3 additional bedrooms, 2 bathrooms, a bonus room and versatile hobby room. Relax on the screen porch.

2775 Monarch Way, Winston-Salem

Listing courtesy of Berkshire Hathaway HomeServices Carolinas Realty. Contact:

880 Osprey Ridge Road, Winston-Salem
$1,395,000
5 Beds ⋅ 5 Baths ⋅ 1238182 MLS
Lakeside Living in Brookberry Farm! Welcome to your waterfront retreat on a generous .72-acre lot, set along an established street in sought-after Brookberry Farm. This 5-bedroom, 4.5-bath home pairs the serenity of lake views with thoughtful updates throughout. The completely redesigned kitchen (2020) features all-new cabinetry, countertops, and appliances, making it as functional as it is beautiful. New hardwood flooring, also added in 2020, brings warmth and continuity to the living spaces. Step outside to the covered back porch and patio (added in 2017), complete with a fireplace. It’s the perfect spot to enjoy lake views year-round. A finished basement offers flexible space for a media room, gym, or guest quarters, and the 3-car main-level garage provides plenty of room for vehicles, gear, and toys. Fenced back yard and fantastic “dog spa” make it your furry friend’s dream home!

880 Osprey Ridge Road, Winston-Salem

Listing courtesy of Leonard Ryden Burr Real Estate. Contact:

3549 Cash Drive, Winston-Salem
$309,000
4 Beds ⋅ 3 Baths ⋅ 1237492 MLS
Special lower-rate financing and a forgivable down payment grant are available through the preferred lender for qualified buyers! Beautiful rose bushes and a welcoming covered porch introduce this nearly new, meticulously maintained 4-bedroom, 2.5-bath home. The bright, open layout features spacious living and dining areas and a kitchen with gray cabinets, upgraded black hardware, granite countertops, stainless appliances and a generous island. Black accent lighting and ceiling fans add modern style. A daily Roomba robot cleaning routine helps keep the home fresh and beautifully maintained. A main-level flex room suits an office or sitting room, while the spacious upstairs primary suite offers a relaxing retreat. Washer and dryer included! Enjoy a built-in security system with cameras, backyard motion-sensor and dusk-to-dawn lighting, a rear patio and a two-car garage. Beautifully cared for and ready to welcome you home!

3549 Cash Drive, Winston-Salem

Listing courtesy of Ronesha Miller Realty. Contact:

4620 Cherryhill Lane, Winston-Salem
$1,695,000
5 Beds ⋅ 8 Baths ⋅ 1237445 MLS
A MASTERPIECE of unparalleled custom craftsmanship! This stunning, private 1.76-acre estate in Bent Tree Farm reflects grandeur, yet comfortable and convenient living! Sparkling marble floors grace the foyer with its impressive staircase and intricate moldings and millwork. Floor to ceiling windows highlight the Great Room with its soaring ceiling and limestone FP. The gracious Dining Rm provides a lovely place for entertaining & seamlessly flows to the stone terrace overlooking the glorious, heated pool complex complete with spa & saltwater lap pool! ML primary suite boasts a luxury bath & FP. Elevator accesses all 3 floors; UL offers 4 oversized BR’s with en-suite baths. Fantastic LL boasts a theater, bar area & family room & exercise room. Featuring a newer roof(11/2025), 600 amp commercial electrical panel & 27kw Generac generator & 2022 Well McLaun boiler system for heat and hot water! Gourmet kitchen with a cozy sitting area completes this 9,000+ sqft beauty!

4620 Cherryhill Lane, Winston-Salem

Listing courtesy of Leonard Ryden Burr Real Estate. Contact:

1445 Underwood Avenue, Winston-Salem
$189,900
2 Beds ⋅ 1 Baths ⋅ 1236934 MLS
Charming, remodeled 1932 cottage on a quiet street near everyday conveniences! Relax on the covered front porch, the perfect spot for people-watching and waving to neighbors. Inside, historic character meets today's comforts with beautiful hardwood floors and elegant arched doorways. Move right in with peace of mind: the roof and water heater are both less than 5 years old, and all appliances convey! Enjoy the beautifully remodeled bathroom featuring a luxurious walk-in shower, plus the added convenience of a separate laundry room. Out back, sip your morning coffee on the sunny breakfast porch overlooking your private oasis. The backyard is completely enclosed with a fully fenced privacy fence and features a brand-new, deluxe 12'x16' storage shed, providing maximum space for outdoor gear or a workshop. So much home packed into this adorable, move-in-ready gem. It is too good not to come see, don't miss out!

1445 Underwood Avenue, Winston-Salem

Listing courtesy of Howard Hanna Allen Tate - Winston Salem. Contact:

“ Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Some IDX listings have been excluded from this website. Properties may or may not be listed by the office/agent presenting the information © 2026 Canopy MLS as distributed by MLS GRID”

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The information from this search is provided by the High 'Country Multiple Listing Service. Please be aware that not all listings produced from this search will be of this real estate company. All information is deemed reliable, but not guaranteed. Please verify all property information before entering into a purchase.”

Listings provided courtesy of Triangle MLS, Inc. of NC, Internet Data Exchange Database. Information deemed reliable but not guaranteed. © 2026 Triangle MLS, Inc. of North Carolina. Data last updated .

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